title: Effects of Methyl Substituents on the Activity and Enantioselectivity of Homobenzotetramisole-Based Catalysts in the Kinetic Resolution of Alcohols.
abstract: Substitution of the tetrahydropyrimidine ring in enantioselective acyl transfer catalyst homobenzotetramisole (HBTM)6with methyl groups exerts a dramatic influence on its performance in the kinetic resolution of secondary alcohols.Syn-3-Methyl analogue of HBTM (9a) has proved to be superior to the parent compound in terms of catalytic activity, enantioselectivity, and synthetic accessibility.
authors.affiliation: Department of Chemistry, Washington University, Campus Box 1134, One Brookings Drive, St. Louis, Missouri 63130; 314-935-9188 (tel), 314-935-4481 (fax), birman@wustl.edu.
authors.forename: Yuhua
authors.initials: Y
authors.lastname: Zhang
authors.forename: Vladimir B
authors.initials: VB
authors.lastname: Birman
keywords: acylation; catalyst design; kinetic resolution; organocatalysis